San Jose Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top San Jose Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hispano Hotel

Hispano Hotel

2 out of 5
Montevideo Centro
Price was CA $1,686, price is now CA $1,425 per person
CA $1,425
per person
Jan 12 - Jan 18
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Montevideo (MVD)
7/10 Good! (169 reviews)

El Descubrimiento Resort Club

El Descubrimiento Resort Club

3 out of 5
Price was CA $3,107, price is now CA $2,238 per person
CA $2,238
per person
Jan 12 - Jan 18
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Montevideo (MVD)
8/10 Very good! (1 review)
Este es un lugar ideal para familias con niños o adolescentes, todo el año, igual sin niños se pasa muy bien. Funciona solo con desayuno media pensión, las cabañas tienen parrillero y también todo para cocinar.

Reviewed on Apr 10, 2023

Kemay Hotel Boutique

Kemay Hotel Boutique

3 out of 5
Price was CA $12,252, price is now CA $10,419 per person
CA $10,419
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Montevideo (MVD)
9.4/10 Exceptional! (3 reviews)
I loved loved this property. The staff went above and beyond for my brother, his family, and me. The property is stunning and cannot recommend it enough. I will be back. Location is perfect. Thank you thank you!!!

Reviewed on Apr 16, 2026

UY Proa Sur Hotel

UY Proa Sur Hotel

3 out of 5
Price was CA $2,003, price is now CA $1,717 per person
CA $1,717
per person
Jan 12 - Jan 18
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Montevideo (MVD)
8.2/10 Very good! (160 reviews)
The room was clean, the bed was very comfortable, the staff was very friendly and helpful

Reviewed on Feb 8, 2026

HOTEL CENTENARIO

HOTEL CENTENARIO

2.5 out of 5
Price was CA $3,291, price is now CA $2,863 per person
CA $2,863
per person
Jan 12 - Jan 18
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Montevideo (MVD)
8/10 Very good! (4 reviews)
Todo muy bien, personal, limpieza, atención, servicio.muy lindo y agradable

Reviewed on Feb 4, 2026

San Jose Hotel Deals

Costanero Hotel Montevideo - MGallery Collection

Costanero Hotel Montevideo - MGallery Collection

5 out of 5
Rambla Republica del Peru 1371 Montevideo
Fully refundableReserve now, pay when you stay
The price is CA $314 per night from Nov 5 to Nov 6
CA $314
CA $317 total
Nov 5 - Nov 6
Costanero Hotel Montevideo - MGallery Collection
Balfers Hotel

Balfers Hotel

3 out of 5
1328 Zelmar Michelini Montevideo Departamento de Montevideo
The price is CA $79 per night from Nov 24 to Nov 25
CA $79
CA $82 total
Nov 24 - Nov 25
8/10 Very good! (187 reviews)
"Create location, health lobby as well, renovated lobby as well renovated rooms are dated and kind of old betting is pretty cheap fine for a value oriented customer but I don’t know. It’s just a little on that rough side for me. staff were very helpful service level from staff with excellent ..."

Reviewed on Oct 18, 2026

Balfers Hotel
Esplendor by Wyndham Montevideo Cervantes

Esplendor by Wyndham Montevideo Cervantes

4 out of 5
Soriano 868 Montevideo
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Nov 13 to Nov 14
CA $119
CA $122 total
Nov 13 - Nov 14
8/10 Very good! (957 reviews)
"It was a great experience"

Reviewed on Nov 1, 2026

Esplendor by Wyndham Montevideo Cervantes
See all 275 properties in San Jose
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a San Jose vacation package cost?
Tailor make your San Jose package from as little as CA $1,425. Pick from any combination of rental cars, flights and hotels to build the trip you've been dreaming about. Don't forget to add on one or two experiences!
How do I get a cheap travel package to San Jose?
Bundle your flights and hotels with Expedia to save big on your next trip. With more than 550 partner airlines and 1,000,000 hotels around the globe, your San Jose vacation package can be tailored exactly to suit your budget. With all that extra money, why not include one or more awesome tours and activities? It's an easy way to unlock even more savings. That dream vacation to San Jose is much closer than you thought!
How far in advance should I book my San Jose vacation?
Browse Expedia to compare international airfares as soon as possible. You can generally purchase a ticket up to a year in advance. If you don't see your preferred air carrier, or you've left things to the last moment, don't worry. Cheap tickets to San Jose sometimes occur within weeks of departure.
What does an Expedia San Jose travel package include?
With Expedia, you can select any combination of hotels, flights and car rentals to create your ideal San Jose travel package. Once you've made your booking, you can add on fun stuff like day tours and activities. Don't forget — the more you bundle, the more you'll save!
What should I know before booking a San Jose travel package?
A travel package can be customized for your circumstances and is a fantastic way to make your budget go further. What you include is completely up to you. Hotels, rental cars and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a San Jose Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to choose. We have access to more than 550 airline partners all over the world, so you have lots of choice when creating your San Jose trip.
If I'm not able to travel, can I cancel my San Jose vacation package?
Because we know life can throw you a few curveballs, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it with no penalties. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

Stay near popular San Jose attractions

Bartolome Maccio Theater

You can get tickets for a performance at Bartolome Maccio Theater during your stay in San Jose de Mayo. Take in the theater scene while you're in the area.
See properties

What to do in San Jose

Santa Rosa Winery Tour and Grand Cava Tasting

Santa Rosa Winery Tour and Grand Cava Tasting

CA $61
per adult
Santa Rosa Winery Tour and Grand Cava Tasting
Montevideo Bodega Santa Rosa : tour - Tasting - Lunch

Montevideo Bodega Santa Rosa : tour - Tasting - Lunch

CA $36
per adult
Montevideo Bodega Santa Rosa : tour - Tasting - Lunch
Picture 1 for Activity Bodega Santa Rosa: Famiglia Passadore Tour Tasting with Lunch

Bodega Santa Rosa: Passadore Family Sightseeing Tour, Food Tasting with Lunch

CA $122
per adult
Bodega Santa Rosa: Passadore Family Sightseeing Tour, Food Tasting with Lunch
See all activities in San Jose
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.